Vacation Rentals for Large Groups

Our tandem vacation rental listings can accommodate large groups of up to 32 guests! These listings offer all the space and sleeping capacity of renting a large home with all the added amenities and benefits of staying at an upscale resort. In addition, unlike many of the homes on Maui, these vacation rentals are all 100% legal for short term rentals. Listings combine 2, 3, and 4 neighboring residences and are typically located side-by-side, across the hall, or upstairs-downstairs.

149 properties
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Honua Kai Resort
Konea 402/4
5 BR
5 BA
Sleeps 14
3530 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,433 - $5,530Average nightly rate before taxes
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Honua Kai Resort
Hokulani 144/5/7
5 BR
5 BA
Sleeps 16
2895 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,284 - $4,633Average nightly rate before taxes
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Honua Kai Resort
Konea 210/12/14
4 BR
3 BA
Sleeps 14
2335 Sq ft.
Mountainview
Ka'anapali North Beach
$867 - $2,596Average nightly rate before taxes
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Honua Kai Resort
Konea 350/1
6 BR
6 BA
Sleeps 16
4510 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,468 - $7,884Average nightly rate before taxes
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Honua Kai Resort
Hokulani 105/47
4 BR
4 BA
Sleeps 12
2200 Sq ft.
Garden Ground Floor
Ka'anapali North Beach
$1,003 - $3,589Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 16A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,382 - $5,388Average nightly rate before taxes
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Honua Kai Resort
Konea 401/2
5 BR
5 BA
Sleeps 14
3850 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,007 - $6,023Average nightly rate before taxes
New!
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The Kaanapali Alii
Kaanapali Alii 313/4/5
5 BR
6 BA
Sleeps 18
4860 Sq ft.
Oceanview Ground Floor
Ka'anapali Beach
$1,972 - $8,019Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Three 16A/B/C
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,086 - $8,216Average nightly rate before taxes
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Honua Kai Resort
Hokulani 814/5/8
4 BR
4 BA
Sleeps 14
2725 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,288 - $3,745Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 8A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,327 - $5,810Average nightly rate before taxes
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Honua Kai Resort
Konea 725/6
5 BR
5 BA
Sleeps 14
2895 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,166 - $4,554Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 10A/C
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,385 - $5,810Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 10A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,236 - $5,810Average nightly rate before taxes
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The Kaanapali Alii
Kaanapali Alii 272/4
4 BR
4 BA
Sleeps 12
3000 Sq ft.
Partial Oceanview
Ka'anapali Beach
$931 - $3,523Average nightly rate before taxes
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Honua Kai Resort
Hokulani 248/50/51
8 BR
8 BA
Sleeps 22
5570 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,477 - $8,498Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 8A/C/D
9 BR
9 BA
Sleeps 24
6141 Sq ft.
Garden
Ka'anapali North Beach
$2,017 - $8,574Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 8A/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,372 - $5,810Average nightly rate before taxes
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Honua Kai Resort
Hokulani 301/2
6 BR
6 BA
Sleeps 16
4490 Sq ft.
Oceanfront
Ka'anapali North Beach
$2,350 - $7,922Average nightly rate before taxes
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Honua Kai Resort
Hokulani 250/51
6 BR
6 BA
Sleeps 16
4470 Sq ft.
Oceanfront
Ka'anapali North Beach
$1,976 - $6,909Average nightly rate before taxes
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Honua Kai Resort
Hokulani 815/6/8
4 BR
4 BA
Sleeps 14
2720 Sq ft.
Deluxe Oceanview
Ka'anapali North Beach
$1,314 - $3,689Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave Two 8C/8D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden Elevated
Ka'anapali North Beach
$1,231 - $5,529Average nightly rate before taxes
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Honua Kai Resort
Hokulani 402/3/5
8 BR
8 BA
Sleeps 24
5265 Sq ft.
Oceanfront
Ka'anapali North Beach
$3,028 - $8,780Average nightly rate before taxes
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Luana Garden Villas at Honua Kai
Enclave One 2B/D
6 BR
6 BA
Sleeps 16
4094 Sq ft.
Garden
Ka'anapali North Beach
$1,352 - $5,810Average nightly rate before taxes